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Holmes Beach, FL

Bay Breeze

3 bedrooms3 beds3 baths6 guests

🌓 ABay Breeze: Your Waterfront Oasis on Anna Maria Island VRC23-000166
šŸ“ 509 59th St, Holmes Beach, FL 34217
šŸ” 3 Bedrooms | 3 Bathrooms | Sleeps 6 | Heated Pool & Hot Tub

Welcome to Bay Breeze! Bring your boat, up to 28ft, to this home nestled on a deepwater canal, this stunning 3-bedroom, private pool and spa home offers an unparalleled Anna Maria Island experience. Perfect for families, friends, or anyone seeking a relaxing escape, this luxurious vacation home is designed with an open floor plan, high ceilings, and beautiful views from every room. Located just a short 10 minute walk to beaches, local shops, restaurants, and activities, Bay Breeze ensures you get the best of both waterfront relaxation and island adventure.
Prime Location and Waterfront Living Located in the heart of Anna Maria Island, Bay Breeze is just minutes from Gulf Coast beaches, Lakewood Ranch, Sarasota, and Tampa. Whether you're exploring the island or simply relaxing by the private pool, you'll be immersed in the best of old Florida style living. The deepwater canal offers direct access toTampa Bay, allowing you to enjoy the true waterfront lifestyle.
Chef's Kitchen and Open Living Spaces This home is a dream for any chef, featuring a fully stocked kitchen with double islands, a triple sink, and two faucets. The kitchen is equipped with GE appliances, including double ovens and an induction cooktop, perfect for preparing your favorite meals. Glass-front cabinets with under-cabinet lighting provide an elegant touch, while the spacious dining area overlooks the canal, making every meal feel like a special occasion. The adjacent living room is ideal for entertaining, with plenty of space for family gatherings. French doors lead out to the deck, enhancing the indoor-outdoor living experience.
Your Private Oasis: Pool, Spa, and Scenic Views Step outside into your own backyard oasis, featuring a heated saltwater pool and spa. Whether you're lounging by the pool or enjoying a sunset soak in the spa, this outdoor space is perfect for relaxing after a day of island adventures. The heated pool is set to 85°F from November 1st through April 30th, ensuring comfort during cooler months.
Comfortable oversized bedrooms for restful nights. The master suite offers a luxurious retreat with a private sitting area, direct access to the outdoors, and a spa-like bathroom featuring dual vanities, a walk-in shower, and a jacuzzi tub. The second bedroom includes a queen-size bed, while the third bedroom is perfect for families with two sets of bunk beds, each with its own bathroom.
Important Details for Your Stay
Boat lift is not available for use
Can accommodate up to a 28 ft boat that you can tie to the dock
Pool temperature is set to 85°F from Nov 1 through April 30. Note: The pool heater is locked for safety, and tampering with controls is prohibited.
The Damage Waiver covers up to $1,500 of accidental damage to the property. Please report any damage before check-out.
šŸš— This home can accommodate up to 3 vehicles

Property Amenities:
Self Check-In/Check-Out
Carbon Monoxide Detector, Fire Extinguisher, Smoke Detector
Private Pool
Washer/Dryer
Fully Equipped Kitchen (Coffee Pot, Toaster, Kettle)
Television, Internet, Iron, Hair Dryer, Linens and Towels provided
Book Your Stay at Bay Breeze Today! Indulge in the ultimate waterfront vacation at Bay Breeze. Whether you're relaxing by the pool, exploring Anna Maria Island, or enjoying a meal prepared in the chef's kitchen, this home offers everything you need for an unforgettable getaway. Book now and experience the best of Anna Maria Island!

āœ… Important Info
20% deposit due at booking; balance due 60 days prior to arrival
Cancel 60+ days before arrival → Lose 20% deposit
Cancel within 60 days → No refund
Extended stays & bookings $25,000+ → Full payment 90 days prior, non-refundable
You may cancel your reservation within 24 hours of booking for a full refund, no questions asked. This grace period does not apply to reservations made within 60 days of arrival — these bookings are non-refundable from the time of booking.
Third party travel insurance cost is due at time of purchase
We highly recommend cancelation insurance
Guests must be 25+ to book (or accompanied by parent/guardian)
šŸŽ§Quiet hours: 10 PM – 7 AM; please respect neighbors
šŸ“… Book your stay at Bay Breeze today and experience the best of Anna Maria Island — where coastal elegance meets fun in the sun!

Property License: VRC23-000166

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (excl. fees and taxes)AvailabilityMin Stay (nights)
Sep 20, 2026$239Available21
Sep 21, 2026$239Available21
Sep 22, 2026$239Available21
Sep 23, 2026$239Available21
Sep 24, 2026$239Available21
Sep 25, 2026$239Available21
Sep 26, 2026$239Available21
Sep 27, 2026$239Available21
Sep 28, 2026$239Available21
Sep 29, 2026$239Available21
Sep 30, 2026$239Available21
Oct 1, 2026$239Available21
Oct 2, 2026$239Available21
Oct 3, 2026$239Available21
Oct 4, 2026$239Available21
Oct 5, 2026$239Available21
Oct 6, 2026$239Available21
Oct 7, 2026$239Available21
Oct 8, 2026$239Available21
Oct 9, 2026$239Available21
Oct 10, 2026$267.30Available21
Oct 11, 2026$267.30Available21
Oct 12, 2026$267.30Available21
Oct 13, 2026$267.30Available21
Oct 14, 2026$267.30Available21
Oct 15, 2026$267.30Available21
Oct 16, 2026$267.30Available21
Oct 17, 2026$262.90Available21
Oct 18, 2026$239Available21
Oct 19, 2026$239Available21
Oct 20, 2026$239Available21
Oct 21, 2026$239Available21
Oct 22, 2026$239Available21
Oct 23, 2026$239Available21
Oct 24, 2026$239Available21
Oct 25, 2026$239Available21
Oct 26, 2026$239Available21
Oct 27, 2026$239Available21
Oct 28, 2026$239Available21
Oct 29, 2026$239Available21
Oct 30, 2026$239Available21
Oct 31, 2026$239Available21
Nov 1, 2026$239Available21
Nov 2, 2026$239Available21
Nov 3, 2026$239Available21
Nov 4, 2026$239Available21
Nov 5, 2026$239Available21
Nov 6, 2026$239Available21
Nov 7, 2026$239Available21
Nov 8, 2026$239Available21
Nov 9, 2026$239Available21
Nov 10, 2026$239Available21
Nov 11, 2026$239Available21
Nov 12, 2026$239Available21
Nov 13, 2026$239Available21
Nov 14, 2026$239Available21
Nov 15, 2026$239Available21
Nov 16, 2026$239Available21
Nov 17, 2026$239Available21
Nov 18, 2026$239Available21
Nov 19, 2026$239Available21
Nov 20, 2026$239Available21
Nov 21, 2026$300Available21
Nov 22, 2026$300Available21
Nov 23, 2026$300Not Available21
Nov 24, 2026$300Not Available21
Nov 25, 2026$300Not Available21
Nov 26, 2026$300Not Available21
Nov 27, 2026$300Not Available21
Nov 28, 2026$300Not Available21
Nov 29, 2026$300Available21
Nov 30, 2026$239Available21
Dec 1, 2026$239Available21
Dec 2, 2026$239Available21
Dec 3, 2026$239Available21
Dec 4, 2026$239Available21
Dec 5, 2026$239Available21
Dec 6, 2026$239Available21
Dec 7, 2026$239Available21
Dec 8, 2026$239Available21
Dec 9, 2026$239Available21
Dec 10, 2026$239Available21
Dec 11, 2026$269.66Available21
Dec 12, 2026$269.66Available21
Dec 13, 2026$269.66Available21
Dec 14, 2026$269.66Available21
Dec 15, 2026$269.66Available21
Dec 16, 2026$269.66Available21
Dec 17, 2026$269.66Available21
Dec 18, 2026$269.66Available21
Dec 19, 2026$300Available21
Dec 20, 2026$300Available21
Dec 21, 2026$300Not Available21
Dec 22, 2026$300Not Available21
Dec 23, 2026$300Not Available21
Dec 24, 2026$300Not Available21
Dec 25, 2026$300Not Available21
Dec 26, 2026$300Not Available21
Dec 27, 2026$400Not Available21
Dec 28, 2026$400Not Available21
Dec 29, 2026$400Not Available21
Dec 30, 2026$400Not Available21
Dec 31, 2026$400Not Available21
Jan 1, 2027$400Not Available21
Jan 2, 2027$432Not Available21
Jan 3, 2027$432Not Available21
Jan 4, 2027$432Not Available21
Jan 5, 2027$432Not Available21
Jan 6, 2027$432Not Available21
Jan 7, 2027$432Not Available21
Jan 8, 2027$432Not Available21
Jan 9, 2027$322.92Not Available21
Jan 10, 2027$329.65Available21
Jan 11, 2027$329.65Available21
Jan 12, 2027$329.65Available21
Jan 13, 2027$329.65Available21
Jan 14, 2027$329.65Available21
Jan 15, 2027$329.65Available21
Jan 16, 2027$329.65Available21
Jan 17, 2027$329.65Available21
Jan 18, 2027$329.65Available21
Jan 19, 2027$329.65Available21
Jan 20, 2027$329.65Available21
Jan 21, 2027$329.65Available21
Jan 22, 2027$329.65Available21
Jan 23, 2027$329.65Available21
Jan 24, 2027$329.65Available21
Jan 25, 2027$329.65Available21
Jan 26, 2027$329.65Available21
Jan 27, 2027$329.65Available21
Jan 28, 2027$329.65Available21
Jan 29, 2027$329.65Available21
Jan 30, 2027$439.90Available21
Jan 31, 2027$430.92Available21
Feb 1, 2027$438.90Not Available21
Feb 2, 2027$438.90Not Available21
Feb 3, 2027$438.90Not Available21
Feb 4, 2027$438.90Not Available21
Feb 5, 2027$438.90Not Available21
Feb 6, 2027$458.85Not Available21
Feb 7, 2027$458.85Not Available21
Feb 8, 2027$458.85Not Available21
Feb 9, 2027$458.85Not Available21
Feb 10, 2027$458.85Not Available21
Feb 11, 2027$458.85Not Available21
Feb 12, 2027$458.85Not Available21
Feb 13, 2027$458.85Not Available21
Feb 14, 2027$458.85Not Available21
Feb 15, 2027$458.85Not Available21
Feb 16, 2027$458.85Not Available21
Feb 17, 2027$458.85Not Available21
Feb 18, 2027$458.85Not Available21
Feb 19, 2027$458.85Not Available21
Feb 20, 2027$458.85Not Available21
Feb 21, 2027$458.85Not Available21
Feb 22, 2027$458.85Not Available21
Feb 23, 2027$458.85Not Available21
Feb 24, 2027$458.85Not Available21
Feb 25, 2027$458.85Not Available21
Feb 26, 2027$458.85Not Available21
Feb 27, 2027$438.90Not Available21
Feb 28, 2027$492.08Not Available21
Mar 1, 2027$492.08Not Available21
Mar 2, 2027$492.08Not Available21
Mar 3, 2027$492.08Not Available21
Mar 4, 2027$492.08Not Available21
Mar 5, 2027$492.08Not Available21
Mar 6, 2027$492.08Not Available21
Mar 7, 2027$492.08Not Available21
Mar 8, 2027$492.08Not Available21
Mar 9, 2027$492.08Not Available21
Mar 10, 2027$492.08Not Available21
Mar 11, 2027$492.08Not Available21
Mar 12, 2027$492.08Not Available21
Mar 13, 2027$492.08Not Available21
Mar 14, 2027$492.08Not Available21
Mar 15, 2027$492.08Not Available21
Mar 16, 2027$492.08Not Available21
Mar 17, 2027$492.08Not Available21
Mar 18, 2027$492.08Not Available21
Mar 19, 2027$492.08Not Available21
Mar 20, 2027$492.08Not Available21
Mar 21, 2027$492.08Not Available21
Mar 22, 2027$492.08Not Available21
Mar 23, 2027$492.08Not Available21
Mar 24, 2027$492.08Not Available21
Mar 25, 2027$492.08Not Available21
Mar 26, 2027$492.08Not Available21
Mar 27, 2027$455Available21
Mar 28, 2027$477.75Available21
Mar 29, 2027$477.75Available21
Mar 30, 2027$477.75Available21
Mar 31, 2027$477.75Available21
Apr 1, 2027$477.75Available21
Apr 2, 2027$477.75Available21
Apr 3, 2027$477.75Available21
Apr 4, 2027$477.75Available21
Apr 5, 2027$477.75Available21
Apr 6, 2027$477.75Available21
Apr 7, 2027$477.75Available21
Apr 8, 2027$477.75Available21
Apr 9, 2027$477.75Available21
Apr 10, 2027$455Available21
Apr 11, 2027$455Available21
Apr 12, 2027$455Not Available21
Apr 13, 2027$455Not Available21
Apr 14, 2027$455Not Available21
Apr 15, 2027$455Not Available21
Apr 16, 2027$455Not Available21
Apr 17, 2027$329.65Not Available21
Apr 18, 2027$329.65Not Available21
Apr 19, 2027$329.65Not Available21
Apr 20, 2027$329.65Not Available21
Apr 21, 2027$329.65Not Available21
Apr 22, 2027$329.65Not Available21
Apr 23, 2027$329.65Not Available21
Apr 24, 2027$329.65Not Available21
Apr 25, 2027$329.65Not Available21
Apr 26, 2027$329.65Not Available21
Apr 27, 2027$329.65Not Available21
Apr 28, 2027$329.65Not Available21
Apr 29, 2027$329.65Not Available21
Apr 30, 2027$329.65Not Available21
May 1, 2027$329.65Not Available21
May 2, 2027$329.65Not Available21
May 3, 2027$257.25Not Available21
May 4, 2027$257.25Not Available21
May 5, 2027$257.25Available21
May 6, 2027$257.25Available21
May 7, 2027$257.25Available21
May 8, 2027$257.25Available21
May 9, 2027$257.25Available21
May 10, 2027$257.25Available21
May 11, 2027$257.25Available21
May 12, 2027$257.25Available21
May 13, 2027$257.25Available21
May 14, 2027$257.25Available21
May 15, 2027$257.25Available21
May 16, 2027$257.25Available21
May 17, 2027$257.25Available21
May 18, 2027$257.25Available21
May 19, 2027$257.25Available21
May 20, 2027$257.25Available21
May 21, 2027$257.25Available21
May 22, 2027$257.25Available21
May 23, 2027$257.25Available21
May 24, 2027$257.25Available21
May 25, 2027$257.25Available21
May 26, 2027$257.25Available21
May 27, 2027$257.25Not Available21
May 28, 2027$313.95Not Available21
May 29, 2027$313.95Not Available21
May 30, 2027$313.95Not Available21
May 31, 2027$329.65Available21
Jun 1, 2027$329.65Available21
Jun 2, 2027$329.65Available21
Jun 3, 2027$329.65Available21
Jun 4, 2027$329.65Available21
Jun 5, 2027$329.65Available21
Jun 6, 2027$329.65Available21
Jun 7, 2027$329.65Available21
Jun 8, 2027$329.65Available21
Jun 9, 2027$329.65Available21
Jun 10, 2027$329.65Available21
Jun 11, 2027$329.65Available21
Jun 12, 2027$329.65Available21
Jun 13, 2027$329.65Available21
Jun 14, 2027$329.65Available21
Jun 15, 2027$329.65Available21
Jun 16, 2027$329.65Available21
Jun 17, 2027$329.65Available21
Jun 18, 2027$329.65Available21
Jun 19, 2027$329.65Available21
Jun 20, 2027$329.65Available21
Jun 21, 2027$329.65Available21
Jun 22, 2027$329.65Available21
Jun 23, 2027$329.65Available21
Jun 24, 2027$329.65Available21
Jun 25, 2027$329.65Available21
Jun 26, 2027$329.65Available21
Jun 27, 2027$329.65Available21
Jun 28, 2027$329.65Available21
Jun 29, 2027$313.95Available21
Jun 30, 2027$313.95Available21
Jul 1, 2027$313.95Available21
Jul 2, 2027$313.95Available21
Jul 3, 2027$313.95Available21
Jul 4, 2027$313.95Available21
Jul 5, 2027$313.95Available21
Jul 6, 2027$313.95Available21
Jul 7, 2027$313.95Available21
Jul 8, 2027$313.95Available21
Jul 9, 2027$313.95Available21
Jul 10, 2027$313.95Available21
Jul 11, 2027$313.95Available21
Jul 12, 2027$313.95Available21
Jul 13, 2027$313.95Available21
Jul 14, 2027$313.95Available21
Jul 15, 2027$313.95Available21
Jul 16, 2027$313.95Available21
Jul 17, 2027$313.95Available21
Jul 18, 2027$313.95Available21
Jul 19, 2027$313.95Available21
Jul 20, 2027$313.95Available21
Jul 21, 2027$313.95Available21
Jul 22, 2027$313.95Available21
Jul 23, 2027$313.95Available21
Jul 24, 2027$313.95Available21
Jul 25, 2027$313.95Available21
Jul 26, 2027$313.95Available21
Jul 27, 2027$313.95Available21
Jul 28, 2027$313.95Available21
Jul 29, 2027$313.95Available21
Jul 30, 2027$313.95Available21
Jul 31, 2027$313.95Available21
Aug 1, 2027$313.95Available21
Aug 2, 2027$313.95Available21
Aug 3, 2027$313.95Available21
Aug 4, 2027$313.95Available21
Aug 5, 2027$313.95Available21
Aug 6, 2027$313.95Available21
Aug 7, 2027$313.95Available21
Aug 8, 2027$239Available21
Aug 9, 2027$239Available21
Aug 10, 2027$239Available21
Aug 11, 2027$239Available21
Aug 12, 2027$239Available21
Aug 13, 2027$239Available21
Aug 14, 2027$239Available21
Aug 15, 2027$239Available21
Aug 16, 2027$239Available21
Aug 17, 2027$239Available21
Aug 18, 2027$239Available21
Aug 19, 2027$239Available21
Aug 20, 2027$239Available21
Aug 21, 2027$239Available21
Aug 22, 2027$239Available21
Aug 23, 2027$239Available21
Aug 24, 2027$239Available21
Aug 25, 2027$239Available21
Aug 26, 2027$239Available21
Aug 27, 2027$239Available21
Aug 28, 2027$239Available21
Aug 29, 2027$239Available21
Aug 30, 2027$239Available21
Aug 31, 2027$239Available21
Sep 1, 2027$239Available21
Sep 2, 2027$239Available21
Sep 3, 2027$239Available21
Sep 4, 2027$239Available21
Sep 5, 2027$239Available21
Sep 6, 2027$239Available21
Sep 7, 2027$239Available21
Sep 8, 2027$239Available21
Sep 9, 2027$239Available21
Sep 10, 2027$239Available21
Sep 11, 2027$239Available21
Sep 12, 2027$239Available21
Sep 13, 2027$239Available21
Sep 14, 2027$239Available21
Sep 15, 2027$239Available21
Sep 16, 2027$239Available21
Sep 17, 2027$239Available21
Sep 18, 2027$239Available21
Sep 19, 2027$239Available21
Sep 20, 2027$239Available21
Sep 21, 2027$239Available21
Sep 22, 2027$239Available21
Sep 23, 2027$239Available21
Sep 24, 2027$239Available21
Sep 25, 2027$239Available21
Sep 26, 2027$239Available21
Sep 27, 2027$239Available21
Sep 28, 2027$239Available21
Sep 29, 2027$239Available21
Sep 30, 2027$239Available21
Oct 1, 2027$239Available21
Oct 2, 2027$239Available21
Oct 3, 2027$239Available21
Oct 4, 2027$239Available21
Oct 5, 2027$239Available21
Oct 6, 2027$239Available21
Oct 7, 2027$239Available21
Oct 8, 2027$239Available21
Oct 9, 2027$239Available21
Oct 10, 2027$239Available21
Oct 11, 2027$239Available21
Oct 12, 2027$239Available21
Oct 13, 2027$239Available21
Oct 14, 2027$239Available21
Oct 15, 2027$239Available21
Oct 16, 2027$239Available21
Oct 17, 2027$239Available21
Oct 18, 2027$239Available21
Oct 19, 2027$239Available21
Oct 20, 2027$239Available21
Oct 21, 2027$239Available21
Oct 22, 2027$239Available21
Oct 23, 2027$239Available21
Oct 24, 2027$239Available21
Oct 25, 2027$239Available21
Oct 26, 2027$239Available21
Oct 27, 2027$239Available21
Oct 28, 2027$239Available21
Oct 29, 2027$239Available21
Oct 30, 2027$239Available21
Oct 31, 2027$239Available21
Nov 1, 2027$239Available21
Nov 2, 2027$239Available21
Nov 3, 2027$239Available21
Nov 4, 2027$239Available21
Nov 5, 2027$239Available21
Nov 6, 2027$239Available21
Nov 7, 2027$239Available21
Nov 8, 2027$239Available21
Nov 9, 2027$239Available21
Nov 10, 2027$239Available21
Nov 11, 2027$239Available21
Nov 12, 2027$239Available21
Nov 13, 2027$239Available21
Nov 14, 2027$239Available21
Nov 15, 2027$239Available21
Nov 16, 2027$239Available21
Nov 17, 2027$239Available21
Nov 18, 2027$239Available21
Nov 19, 2027$239Available21
Nov 20, 2027$315Available21
Nov 21, 2027$315Available21
Nov 22, 2027$315Available21
Nov 23, 2027$315Available21
Nov 24, 2027$315Available21
Nov 25, 2027$315Available21
Nov 26, 2027$315Available21
Nov 27, 2027$315Available21
Nov 28, 2027$315Available21
Nov 29, 2027$315Available21
Nov 30, 2027$239Available21
Dec 1, 2027$239Available21
Dec 2, 2027$239Available21
Dec 3, 2027$239Available21
Dec 4, 2027$239Available21
Dec 5, 2027$239Available21
Dec 6, 2027$239Available21
Dec 7, 2027$239Available21
Dec 8, 2027$239Available21
Dec 9, 2027$239Available21
Dec 10, 2027$239Available21
Dec 11, 2027$239Available21
Dec 12, 2027$239Available21
Dec 13, 2027$239Available21
Dec 14, 2027$239Available21
Dec 15, 2027$239Available21
Dec 16, 2027$239Available21
Dec 17, 2027$239Available21
Dec 18, 2027$315Available21
Dec 19, 2027$315Available21
Dec 20, 2027$315Available21
Dec 21, 2027$315Available21
Dec 22, 2027$315Available21
Dec 23, 2027$315Available21
Dec 24, 2027$315Available21
Dec 25, 2027$315Available21
Dec 26, 2027$420Available21
Dec 27, 2027$420Available21
Dec 28, 2027$420Available21
Dec 29, 2027$420Available21
Dec 30, 2027$420Available21
Dec 31, 2027$420Available21
Jan 1, 2028$420Available21
Jan 2, 2028$420Available21
Jan 3, 2028$420Available21
Jan 4, 2028$420Available21
Jan 5, 2028$420Available21
Jan 6, 2028$420Available21
Jan 7, 2028$420Available21
Jan 8, 2028$420Available21
Jan 9, 2028N/ANot Available1
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What this home offers

Waterfront
Beach access
Pool outdoor
Hot tub
Game Room

Where you’ll be

Holmes Beach, FL, 34217, US

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 6 guests.

No pets allowed.

No parties or events.

Cancellation policy

Add your trip dates to get the cancellation details for this stay.